data_H68 # _chem_comp.id H68 _chem_comp.name Tetrahydrocolumbamine _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-11-16 _chem_comp.pdbx_modified_date 2019-03-22 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 341.401 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H68 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6I6L _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal H68 C16 C1 C 0 1 N N N 11.364 -5.069 5.970 4.457 2.485 0.582 C16 H68 1 H68 O4 O1 O 0 1 N N N 11.334 -4.552 7.203 4.194 1.602 -0.510 O4 H68 2 H68 C15 C2 C 0 1 Y N N 10.186 -4.796 7.904 3.628 0.402 -0.212 C15 H68 3 H68 C17 C3 C 0 1 Y N N 9.318 -3.718 8.227 2.243 0.277 -0.189 C17 H68 4 H68 C18 C4 C 0 1 N N N 9.584 -2.345 7.732 1.408 1.487 -0.510 C18 H68 5 H68 N1 N1 N 0 1 N N N 8.997 -1.331 8.597 0.027 1.305 -0.040 N1 H68 6 H68 C19 C5 C 0 1 N N N 9.345 0.023 8.133 -0.800 2.446 -0.459 C19 H68 7 H68 C20 C6 C 0 1 N N N 8.983 1.025 9.196 -2.136 2.388 0.280 C20 H68 8 H68 C4 C7 C 0 1 Y N N 7.565 0.853 9.628 -2.759 1.029 0.081 C4 H68 9 H68 C3 C8 C 0 1 Y N N 6.887 1.885 10.261 -4.122 0.889 0.293 C3 H68 10 H68 C2 C9 C 0 1 Y N N 5.558 1.787 10.570 -4.733 -0.340 0.121 C2 H68 11 H68 O1 O2 O 0 1 N N N 4.843 2.789 11.201 -6.070 -0.475 0.330 O1 H68 12 H68 C1 C10 C 0 1 N N N 5.533 3.967 11.620 -6.786 0.697 0.726 C1 H68 13 H68 C7 C11 C 0 1 Y N N 4.844 0.628 10.251 -3.971 -1.438 -0.268 C7 H68 14 H68 O2 O3 O 0 1 N N N 3.492 0.593 10.522 -4.561 -2.651 -0.440 O2 H68 15 H68 C6 C12 C 0 1 Y N N 5.503 -0.402 9.638 -2.612 -1.291 -0.478 C6 H68 16 H68 C5 C13 C 0 1 Y N N 6.869 -0.328 9.306 -2.002 -0.055 -0.304 C5 H68 17 H68 C8 C14 C 0 1 N N S 7.570 -1.499 8.718 -0.519 0.043 -0.550 C8 H68 18 H68 C9 C15 C 0 1 N N N 7.296 -2.806 9.458 0.176 -1.117 0.170 C9 H68 19 H68 C10 C16 C 0 1 Y N N 8.159 -3.967 9.015 1.671 -0.940 0.118 C10 H68 20 H68 C11 C17 C 0 1 Y N N 7.896 -5.277 9.424 2.477 -2.033 0.395 C11 H68 21 H68 C12 C18 C 0 1 Y N N 8.698 -6.323 9.078 3.853 -1.914 0.372 C12 H68 22 H68 C13 C19 C 0 1 Y N N 9.845 -6.114 8.374 4.434 -0.696 0.064 C13 H68 23 H68 O3 O4 O 0 1 N N N 10.719 -7.112 8.016 5.788 -0.572 0.036 O3 H68 24 H68 C14 C20 C 0 1 N N N 10.494 -8.475 8.435 6.553 -1.743 0.329 C14 H68 25 H68 H1 H1 H 0 1 N N N 12.322 -4.820 5.491 4.909 3.403 0.207 H1 H68 26 H68 H2 H2 H 0 1 N N N 11.257 -6.162 6.028 3.523 2.721 1.091 H2 H68 27 H68 H3 H3 H 0 1 N N N 10.538 -4.650 5.377 5.141 2.004 1.282 H3 H68 28 H68 H4 H4 H 0 1 N N N 10.672 -2.188 7.688 1.841 2.361 -0.023 H4 H68 29 H68 H5 H5 H 0 1 N N N 9.157 -2.242 6.723 1.403 1.643 -1.589 H5 H68 30 H68 H7 H7 H 0 1 N N N 10.425 0.076 7.932 -0.289 3.377 -0.215 H7 H68 31 H68 H8 H8 H 0 1 N N N 8.789 0.249 7.211 -0.975 2.395 -1.534 H8 H68 32 H68 H9 H9 H 0 1 N N N 9.644 0.884 10.064 -1.971 2.560 1.344 H9 H68 33 H68 H10 H10 H 0 1 N N N 9.117 2.040 8.795 -2.803 3.155 -0.114 H10 H68 34 H68 H11 H11 H 0 1 N N N 7.422 2.788 10.516 -4.710 1.744 0.595 H11 H68 35 H68 H12 H12 H 0 1 N N N 4.823 4.657 12.100 -6.686 1.462 -0.043 H12 H68 36 H68 H13 H13 H 0 1 N N N 6.322 3.694 12.337 -7.840 0.451 0.859 H13 H68 37 H68 H14 H14 H 0 1 N N N 5.986 4.457 10.746 -6.380 1.070 1.666 H14 H68 38 H68 H15 H15 H 0 1 N N N 3.233 1.401 10.948 -4.884 -2.808 -1.337 H15 H68 39 H68 H16 H16 H 0 1 N N N 4.957 -1.303 9.401 -2.021 -2.143 -0.779 H16 H68 40 H68 H17 H17 H 0 1 N N N 7.170 -1.630 7.702 -0.324 -0.031 -1.620 H17 H68 41 H68 H18 H18 H 0 1 N N N 7.471 -2.637 10.531 -0.148 -1.143 1.210 H18 H68 42 H68 H19 H19 H 0 1 N N N 6.243 -3.079 9.296 -0.091 -2.056 -0.315 H19 H68 43 H68 H20 H20 H 0 1 N N N 7.027 -5.467 10.036 2.026 -2.986 0.631 H20 H68 44 H68 H21 H21 H 0 1 N N N 8.422 -7.327 9.365 4.474 -2.771 0.590 H21 H68 45 H68 H22 H22 H 0 1 N N N 11.300 -9.116 8.048 6.311 -2.093 1.333 H22 H68 46 H68 H23 H23 H 0 1 N N N 10.482 -8.523 9.534 6.315 -2.523 -0.394 H23 H68 47 H68 H24 H24 H 0 1 N N N 9.528 -8.824 8.042 7.615 -1.508 0.273 H24 H68 48 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal H68 C16 O4 SING N N 1 H68 O4 C15 SING N N 2 H68 C18 C17 SING N N 3 H68 C18 N1 SING N N 4 H68 C15 C17 DOUB Y N 5 H68 C15 C13 SING Y N 6 H68 O3 C13 SING N N 7 H68 O3 C14 SING N N 8 H68 C19 N1 SING N N 9 H68 C19 C20 SING N N 10 H68 C17 C10 SING Y N 11 H68 C13 C12 DOUB Y N 12 H68 N1 C8 SING N N 13 H68 C8 C5 SING N N 14 H68 C8 C9 SING N N 15 H68 C10 C11 DOUB Y N 16 H68 C10 C9 SING N N 17 H68 C12 C11 SING Y N 18 H68 C20 C4 SING N N 19 H68 C5 C4 DOUB Y N 20 H68 C5 C6 SING Y N 21 H68 C4 C3 SING Y N 22 H68 C6 C7 DOUB Y N 23 H68 C7 O2 SING N N 24 H68 C7 C2 SING Y N 25 H68 C3 C2 DOUB Y N 26 H68 C2 O1 SING N N 27 H68 O1 C1 SING N N 28 H68 C16 H1 SING N N 29 H68 C16 H2 SING N N 30 H68 C16 H3 SING N N 31 H68 C18 H4 SING N N 32 H68 C18 H5 SING N N 33 H68 C19 H7 SING N N 34 H68 C19 H8 SING N N 35 H68 C20 H9 SING N N 36 H68 C20 H10 SING N N 37 H68 C3 H11 SING N N 38 H68 C1 H12 SING N N 39 H68 C1 H13 SING N N 40 H68 C1 H14 SING N N 41 H68 O2 H15 SING N N 42 H68 C6 H16 SING N N 43 H68 C8 H17 SING N N 44 H68 C9 H18 SING N N 45 H68 C9 H19 SING N N 46 H68 C11 H20 SING N N 47 H68 C12 H21 SING N N 48 H68 C14 H22 SING N N 49 H68 C14 H23 SING N N 50 H68 C14 H24 SING N N 51 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor H68 InChI InChI 1.03 "InChI=1S/C20H23NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,9-10,16,22H,6-8,11H2,1-3H3/t16-/m0/s1" H68 InChIKey InChI 1.03 KDFKJOFJHSVROC-INIZCTEOSA-N H68 SMILES_CANONICAL CACTVS 3.385 "COc1cc2CCN3Cc4c(C[C@H]3c2cc1O)ccc(OC)c4OC" H68 SMILES CACTVS 3.385 "COc1cc2CCN3Cc4c(C[CH]3c2cc1O)ccc(OC)c4OC" H68 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1ccc2c(c1OC)CN3CCc4cc(c(cc4[C@@H]3C2)O)OC" H68 SMILES "OpenEye OEToolkits" 2.0.6 "COc1ccc2c(c1OC)CN3CCc4cc(c(cc4C3C2)O)OC" # _pdbx_chem_comp_identifier.comp_id H68 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "(13~{a}~{S})-3,9,10-trimethoxy-6,8,13,13~{a}-tetrahydro-5~{H}-isoquinolino[2,1-b]isoquinolin-2-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site H68 "Create component" 2018-11-16 EBI H68 "Initial release" 2019-03-27 RCSB ##